WO2008133169A1 - Procédé de production de n-(2-amino-1,2-dicyanovinyl)imidate, procédé de production de n-(2-amino-1,2-dicyanovinyl)formamidine et procédé de production d'un dérivé d'amino-imidazole - Google Patents

Procédé de production de n-(2-amino-1,2-dicyanovinyl)imidate, procédé de production de n-(2-amino-1,2-dicyanovinyl)formamidine et procédé de production d'un dérivé d'amino-imidazole Download PDF

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Publication number
WO2008133169A1
WO2008133169A1 PCT/JP2008/057490 JP2008057490W WO2008133169A1 WO 2008133169 A1 WO2008133169 A1 WO 2008133169A1 JP 2008057490 W JP2008057490 W JP 2008057490W WO 2008133169 A1 WO2008133169 A1 WO 2008133169A1
Authority
WO
WIPO (PCT)
Prior art keywords
production
dicyanovinyl
amino
formamidine
producing
Prior art date
Application number
PCT/JP2008/057490
Other languages
English (en)
Japanese (ja)
Inventor
Mitsuru Takase
Fuminori Komatsu
Original Assignee
Nippon Soda Co., Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2007111038A external-priority patent/JP5004643B2/ja
Priority claimed from JP2007111039A external-priority patent/JP5064872B2/ja
Priority claimed from JP2007111041A external-priority patent/JP5112737B2/ja
Priority to AT08740560T priority Critical patent/ATE528283T1/de
Priority to KR1020097021314A priority patent/KR101132590B1/ko
Priority to CN2008800120665A priority patent/CN101663266B/zh
Application filed by Nippon Soda Co., Ltd. filed Critical Nippon Soda Co., Ltd.
Priority to EP08740560A priority patent/EP2138480B1/fr
Priority to KR1020117015448A priority patent/KR101156497B1/ko
Priority to US12/450,730 priority patent/US8273899B2/en
Priority to KR1020117015447A priority patent/KR101161602B1/ko
Publication of WO2008133169A1 publication Critical patent/WO2008133169A1/fr
Priority to US13/363,062 priority patent/US8258333B2/en
Priority to US13/363,091 priority patent/US8785654B2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
    • C07C257/10—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
    • C07C257/12—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
    • C07C257/04—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines without replacement of the other oxygen atom of the carboxyl group, e.g. imino-ethers
    • C07C257/06—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines without replacement of the other oxygen atom of the carboxyl group, e.g. imino-ethers having carbon atoms of imino-carboxyl groups bound to hydrogen atoms, to acyclic carbon atoms, or to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La présente invention a pour objet un procédé de production de N-(2-amino-1,2-dicyanovinyl)imidate représenté par la formule (1-III) à une température de réaction inférieure, dans un temps court, et à rendement élevé. L'invention concerne également un procédé de production de N-(2-amino-1,2-dicyanovinyl)formamidine représentée par la formule (2-II), qui peut être appliqué de manière appropriée à la réaction de cyclisation pour la production d'AICN, d'AICA ou analogues et a un rendement élevé. L'invention concerne en outre un procédé de production d'un dérivé d'amino-imidazole représenté par la formule (3-V) dans un rendement élevé en employant du diaminomaléonitrile comme substance de départ.
PCT/JP2008/057490 2007-04-19 2008-04-17 Procédé de production de n-(2-amino-1,2-dicyanovinyl)imidate, procédé de production de n-(2-amino-1,2-dicyanovinyl)formamidine et procédé de production d'un dérivé d'amino-imidazole WO2008133169A1 (fr)

Priority Applications (9)

Application Number Priority Date Filing Date Title
KR1020117015447A KR101161602B1 (ko) 2007-04-19 2008-04-17 Ｎ-(2-아미노-1,2-디시아노비닐)포름아미딘의 제조 방법
US12/450,730 US8273899B2 (en) 2007-04-19 2008-04-17 Method for production of N-(2-amino-1,2-dicyanovinyl)imidates, method for production of N-(2-amino-1,2-dicyanovinyl)formamidine, and method for production of aminoimidazole derivatives
KR1020117015448A KR101156497B1 (ko) 2007-04-19 2008-04-17 아미노이미다졸 유도체의 제조 방법
KR1020097021314A KR101132590B1 (ko) 2007-04-19 2008-04-17 Ｎ-(2-아미노-1,2-디시아노비닐)이미데이트류의 제조 방법
CN2008800120665A CN101663266B (zh) 2007-04-19 2008-04-17 N-（2-氨基-1,2-二氰基乙烯基）亚氨酸酯类、n-（2-氨基-1,2-二氰基乙烯基）甲脒和氨基咪唑衍生物的制造方法
AT08740560T ATE528283T1 (de) 2007-04-19 2008-04-17 Verfahren zur herstellung von n-(2-amino-1,2- dicyanovinyl)imidaten und verfahren zur herstellung von aminoimidazolderivaten
EP08740560A EP2138480B1 (fr) 2007-04-19 2008-04-17 Procede de production de n-(2-amino-1,2-dicyanovinyl)imidates et procede de production de derives d'amino-imidazole
US13/363,062 US8258333B2 (en) 2007-04-19 2012-01-31 Method for production of N-(2-amino-1,2-dicyanovinyl)imidates, method for production of N-(2-amino-1,2-dicyanovinyl)formamidine, and method for production of aminoimidazole derivatives
US13/363,091 US8785654B2 (en) 2007-04-19 2012-01-31 Method for production of N-(2-amino-1,2-dicyanovinyl)imidates, method for production of N-(2-amino-1,2-dicyanovinyl)formamidine, and method for production of aminoimidazole derivatives

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP2007-111041 2007-04-19
JP2007-111039 2007-04-19
JP2007111038A JP5004643B2 (ja) 2007-04-19 2007-04-19 Ｎ−（２−アミノ−１，２−ジシアノビニル）ホルムアミジンの製造方法
JP2007111041A JP5112737B2 (ja) 2007-04-19 2007-04-19 アミノイミダゾール誘導体の製造方法
JP2007111039A JP5064872B2 (ja) 2007-04-19 2007-04-19 Ｎ−（２−アミノ−１，２−ジシアノビニル）イミデート類の製造方法
JP2007-111038 2007-04-19

Related Child Applications (3)

Application Number Title Priority Date Filing Date
US12/450,730 A-371-Of-International US8273899B2 (en) 2007-04-19 2008-04-17 Method for production of N-(2-amino-1,2-dicyanovinyl)imidates, method for production of N-(2-amino-1,2-dicyanovinyl)formamidine, and method for production of aminoimidazole derivatives
US13/363,091 Division US8785654B2 (en) 2007-04-19 2012-01-31 Method for production of N-(2-amino-1,2-dicyanovinyl)imidates, method for production of N-(2-amino-1,2-dicyanovinyl)formamidine, and method for production of aminoimidazole derivatives
US13/363,062 Division US8258333B2 (en) 2007-04-19 2012-01-31 Method for production of N-(2-amino-1,2-dicyanovinyl)imidates, method for production of N-(2-amino-1,2-dicyanovinyl)formamidine, and method for production of aminoimidazole derivatives

Publications (1)

Publication Number Publication Date
WO2008133169A1 true WO2008133169A1 (fr) 2008-11-06

Family

ID=39925625

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/057490 WO2008133169A1 (fr) 2007-04-19 2008-04-17 Procédé de production de n-(2-amino-1,2-dicyanovinyl)imidate, procédé de production de n-(2-amino-1,2-dicyanovinyl)formamidine et procédé de production d'un dérivé d'amino-imidazole

Country Status (6)

Country Link
US (3) US8273899B2 (fr)
EP (1) EP2138480B1 (fr)
KR (3) KR101156497B1 (fr)
CN (2) CN102850238B (fr)
AT (1) ATE528283T1 (fr)
WO (1) WO2008133169A1 (fr)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3778446A (en) * 1971-07-23 1973-12-11 Du Pont 2-substituted-4,5-dicyanoimidazoles and their preparation from diaminomaleonitrile
WO2001021592A1 (fr) 1999-09-20 2001-03-29 Nippon Soda Co., Ltd. Procede de preparation de 4(5)-amino-5(4)-carboxamidoimidazoles et de leurs produits intermediaires
JP2001151760A (ja) 1999-11-19 2001-06-05 Nippon Soda Co Ltd １ｈ−４（５）−アミノイミダゾール−５（４）−カルボキサミドの製造方法
JP2001158776A (ja) 1999-09-20 2001-06-12 Nippon Soda Co Ltd １ｈ−２−置換−４（５）−アミノ−５（４）−カルボキサミド−イミダゾールの製造方法
JP2001302609A (ja) 2000-04-18 2001-10-31 Nippon Soda Co Ltd Ｎ−（２−アミノ−１，２−ジシアノビニル）ギ酸誘導体の製造方法
JP2002155059A (ja) 2000-11-17 2002-05-28 Nippon Soda Co Ltd ４−アミノ−５−シアノイミダゾール誘導体及びその中間体の製造方法
JP2003246779A (ja) * 2001-12-20 2003-09-02 Nippon Soda Co Ltd ４，５−ジアルコキシカルボニル又は４，５−ジシアノイミダゾールの製造方法
JP2004075610A (ja) 2002-08-19 2004-03-11 Nippon Soda Co Ltd アミノイミダゾール化合物の製造方法
WO2004035529A1 (fr) 2002-10-16 2004-04-29 Nippon Soda Co.,Ltd. Procede de production de n-(2-amino-1,2-dicyanovinyl)formamidine

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995003282A2 (fr) * 1993-07-26 1995-02-02 Ciba-Geigy Ag Procede de preparation de 4,6-diamino-5-cyanopyrimidines substituees

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3778446A (en) * 1971-07-23 1973-12-11 Du Pont 2-substituted-4,5-dicyanoimidazoles and their preparation from diaminomaleonitrile
WO2001021592A1 (fr) 1999-09-20 2001-03-29 Nippon Soda Co., Ltd. Procede de preparation de 4(5)-amino-5(4)-carboxamidoimidazoles et de leurs produits intermediaires
JP2001158776A (ja) 1999-09-20 2001-06-12 Nippon Soda Co Ltd １ｈ−２−置換−４（５）−アミノ−５（４）−カルボキサミド−イミダゾールの製造方法
JP2001151760A (ja) 1999-11-19 2001-06-05 Nippon Soda Co Ltd １ｈ−４（５）−アミノイミダゾール−５（４）−カルボキサミドの製造方法
JP2001302609A (ja) 2000-04-18 2001-10-31 Nippon Soda Co Ltd Ｎ−（２−アミノ−１，２−ジシアノビニル）ギ酸誘導体の製造方法
JP2002155059A (ja) 2000-11-17 2002-05-28 Nippon Soda Co Ltd ４−アミノ−５−シアノイミダゾール誘導体及びその中間体の製造方法
JP2003246779A (ja) * 2001-12-20 2003-09-02 Nippon Soda Co Ltd ４，５−ジアルコキシカルボニル又は４，５−ジシアノイミダゾールの製造方法
JP2004075610A (ja) 2002-08-19 2004-03-11 Nippon Soda Co Ltd アミノイミダゾール化合物の製造方法
WO2004035529A1 (fr) 2002-10-16 2004-04-29 Nippon Soda Co.,Ltd. Procede de production de n-(2-amino-1,2-dicyanovinyl)formamidine

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
ALVES M.J. ET AL.: "Synthesis of 5-Amino-4-(cyanoformidioyl)1H-imidazole: a Reactive Intermediate for the Synthesis of 6-Carbamoyl-1,2-dihydropurines and 6-Carbamoylpurines", J. CHEM. SOC. PERKIN TRANS. 1, no. 6, 1990, pages 1705 - 1712, XP002234628 *
B. L. BOOTH ET AL., J. CHEM. SOC. PERKIN TRANS., 1990, pages 1705
B. L. BOOTH ET AL., J. CHEM. SOC. PERKIN TRANS., 1992, pages 2120
B. L. BOOTH ET AL., J. CHEM. SOC. PERKIN TRANS., 1995, pages 669
STEPHEN J.J.: "1-Alkylation of 4,5-Dicyanoimidazole by Ortho Esters", SYNTHESIS, no. 1, 1991, pages 75 - 78, XP008122470 *

Also Published As

Publication number Publication date
US8258333B2 (en) 2012-09-04
US8785654B2 (en) 2014-07-22
US20100087655A1 (en) 2010-04-08
KR20090122988A (ko) 2009-12-01
EP2138480B1 (fr) 2011-10-12
KR101132590B1 (ko) 2012-04-10
KR20110086191A (ko) 2011-07-27
EP2138480A1 (fr) 2009-12-30
US20120130083A1 (en) 2012-05-24
EP2138480A4 (fr) 2010-06-09
CN102850238B (zh) 2015-08-19
US20120142957A1 (en) 2012-06-07
CN102850238A (zh) 2013-01-02
ATE528283T1 (de) 2011-10-15
KR20110086770A (ko) 2011-07-29
KR101161602B1 (ko) 2012-07-03
CN102850277A (zh) 2013-01-02
KR101156497B1 (ko) 2012-06-18
US8273899B2 (en) 2012-09-25

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